600168-66-9

Upstream product

• 160280-62-6 3,4-O-isopropylidene-1-O-triphenylmethyl-D-arabino-octadec-5-en-1,2,3,4-tetraol 
• 76-83-5 trityl chloride 
• 86657-56-9 n-tridecylidenetriphenylphosphorane 
• 532-20-7 D-lyxose 
• 4099-88-1 (3aS,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-ol 
• 765-09-3 1-bromotridecane 
• 603-35-0 triphenylphosphine 
• 13266-02-9 n-tridecyltriphenylphosphonium bromide 

Downstream Products

• 158021-47-7 (2S,3S,4R)-1-(α-D-glucopyranosyloxy)-2-hexacosanoylamino-3,4-octadecanediol 
• 1309598-26-2 2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol 
• 1309598-49-9 2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol 
• 554-62-1 D-ribo-phytosphingosine 
• 202812-10-0 (2S,3S,4S)-2-azido-3,4-di-O-benzyl-octadecan-1,3,4-triol 
• 160280-67-1 (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol 
• 160280-66-0 (2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol 
• 117168-59-9 (2S,3S,4R)-2-azido-1,3,4-octadecanetriol 

Relevant academic research and scientific papers

HUMAN iNKT CELL ACTIVATION USING GLYCOLIPIDS

Glycosphingolipids (GSLs) compositions and methods for iNKT-independent induction of chemokines are disclosed.

HUMAN iNKT CELL ACTIVATION USING GLYCOLIPIDS WITH ALTERED GLYCOSYL GROUPS

Glycosphingolipids (GSLs) bearing α-glucose (α-Glc) that preferentially stimulate human invariant NKT (iNKT) cells are provided. GSLs with α-glucose (α-Glc) that exhibit stronger induction in humans (but weaker in mice) of cytokines and chemokines and exp

An improved synthesis of dansylated α-galactosylceramide and its use as a fluorescent probe for the monitoring of glycolipid uptake by cells

A highly efficient synthesis of the biologically important fluorescent probe dansyl α-GalCer is presented. Key in our strategy is the incorporation of the fluorescent dansyl group at an early stage in the synthesis to facilitate in the monitoring and purification of intermediates via TLC and flash column chromatography, respectively, and the use of a high yielding α-selective glycosylation reaction between the phytosphingosine lipid and a galactosyl iodide donor. The ability of dansyl α-GalCer to activate iNKT cells and to serve as a fluorescent marker for the uptake of glycolipid by dendritic cells is also presented.

Synthesis of α-galactosyl ceramide and the related glycolipids for evaluation of their activities on mouse splenocytes

Phytosphingosine and its short-chain analog were efficiently synthesized with 19% overall yield in 10 steps, respectively, starting from an inexpensive d-lyxose. Galactosyl donors of sulfide and phosphite types bearing benzoyl protecting groups of 4- and

A concise route to phytosphingosine from lyxose

Phytosphingosine was synthesized from the commercially available D-2,3-O-isopropylidene-D-lyxofuranose in 28% overall yield by a six-step procedure. This procedure is expedient and flexible for introduction of other lipid moieties on the phytosphingosine structure to make a variety of derivatives that can support the further exploration of their related biological functions.